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Milton vacation rentals

We found 2,446 vacation rentals — enter your dates for availability

Discover a selection of 9 homes and other vacation rentals in Milton that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for spending time at your vacation home, which might include WiFi and a washer and dryer. No matter what you're looking for, you're sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Milton

Showing deals for:Nov 14 - Nov 21

Image gallery for Beautiful Boston Brownstone!

Living area
10 out of 10 rating
Exceptional
(77 reviews)

Beautiful Boston Brownstone!

Boston, MA

10% off
Price is CA $620
CA $5,682 total
includes taxes & fees
Beautiful Boston Brownstone!

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

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Find out more about Milton

Find out more about Milton

Why visit Milton

  1. Family-friendly activities: Milton offers a variety of attractions perfect for families, making it an ideal vacation spot.
  2. Cultural experiences: Explore historic colleges and universities, enriching your visit with local culture.
  3. Scenic parks: Enjoy outdoor adventures in Milton's urban parks, perfect for relaxation and recreation.
  4. Charming neighborhoods: Discover friendly locals and picturesque streets that add to Milton's appeal.
  5. Diverse accommodation options: Choose from cozy apartments to spacious vacation homes for a perfect stay.

Popular types of accommodation in Milton

Discover the charm of Milton with our diverse range of vacation rentals. Whether you’re after a cozy apartment, a spacious private vacation home, or a modern condo, we’ve got the perfect accommodation for your needs. Explore Milton’s beautiful cottages and enjoy a relaxing getaway. With our transparent information and great savings, finding the ideal rental in Milton has never been easier. Let your adventure begin!

  • Apartments: The top choice for vacation rentals in Milton, offering a comfortable and convenient stay.
  • Houses: A popular option for families and groups, providing a home-like atmosphere.
  • Condos: Stylish and modern, these rentals combine amenities with a prime location.
  • Cottages: Charming and often nestled in nature, perfect for a peaceful getaway.
  • House Boats: Unique accommodations that allow you to enjoy a stay on the water.**

Top attractions in Milton

Milton, Massachusetts is a fantastic destination for families and sports enthusiasts, as well as those interested in culture. Visitors can explore a variety of attractions including historic colleges and universities, urban parks, and charming streets. Whether you're looking for cultural experiences, outdoor adventures, or simply a taste of city life, Milton's diverse points of interest will ensure a memorable trip for all travellers.

  1. Fenway Park: This historic sports stadium, located 11.3km from Milton, offers an electrifying atmosphere for baseball fans, showcasing the rich culture and sports heritage of Boston.
  2. Boston Common: Just 11.3km away, this urban park is perfect for families, providing a beautiful outdoor space in the heart of the city, ideal for picnics, strolls, and enjoying nature.
  3. Northeastern University: Situated 9.7km from Milton, this historic college boasts stunning architecture and a vibrant cultural scene, making it a great spot to explore and appreciate academic life.

Things to do recommended for couples

For a romantic getaway in Milton, immerse yourselves in the lively atmosphere of the House of Blues Boston, only 11.3km away. Enjoy the charm of the Roxbury Center for Arts, 4.8km from you, or hit the slopes at Blue Hills Ski Area, just 6.4km away for some adventurous fun.

Things to do recommended for families

Your family will love the excitement at Sky Zone Boston Indoor Trampoline Park, only 6.4km away, and the relaxing atmosphere at Quincy Quarries Reservation, just 3.2km from Milton. For sports enthusiasts, Agganis Arena, located 12.9km away, offers a thrilling experience for all ages.

Things to do recommended for groups

Experience the vibrant Faneuil Hall Marketplace for shopping and dining, indulge in thrilling races at F1 Boston, or enjoy a round of golf at Granite Links Golf Club. These activities offer a perfect blend of adventure, sports, and local culture, all within a short distance from Milton.

What do I need to keep in mind when booking a vacation in Milton

When planning your trip—whether you're traveling with a group, a family, bringing your pets, or seeking extended stays—it's important to refine your search according to your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Milton with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Milton with young kids: Travelling with young children can be quite a task. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Milton: For many families, a trip wouldn’t feel whole without their beloved furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels completely at home.
  • Planning for a long term stay visiting Milton: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Milton

Milton, Massachusetts, offers a delightful blend of family-friendly activities and cultural experiences, making it an ideal vacation spot. Visitors can enjoy cozy getaways, explore urban neighborhoods with friendly locals, and soak in panoramic views. With excellent locations and balmy weather, Milton serves as a perfect base for discovering nearby cities and regions rich in history and charm. Whether you're seeking sports, family fun, or scenic walks, Milton has something for everyone to enjoy.

  • Lower East Mills - Cedar Grove: Located a mere 3.2km from Milton, Lower East Mills - Cedar Grove is a charming neighbourhood that offers a delightful mix of urban and family-friendly experiences. Visitors can enjoy a variety of activities, including shopping at local centres and exploring educational venues. The area is home to beautiful urban parks and a scenic beach, perfect for outdoor outings. Noteworthy attractions include a historic sports stadium, making it an ideal spot for sports enthusiasts and families alike.
  • Lower Mills: Nestled around Milton, Lower Mills is a vibrant neighbourhood steeped in culture and community spirit. Travelers flock here for its family-oriented atmosphere and various outdoor activities. The area boasts an array of entertainment options, including theatres and music concerts, providing a rich cultural experience. Nature lovers can unwind in the local urban parks, while sports fans can visit the nearby historic sports stadium, making Lower Mills a well-rounded destination for all.
  • Mattapan: Just 3.2km from Milton, Mattapan is a lively neighbourhood known for its diverse cultural offerings and family-friendly vibe. Visitors are drawn to the area for its shopping mall centres and educational facilities, as well as the chance to enjoy live music concerts. Local landmarks include a historic college university and a renowned sports stadium, providing ample opportunities for exploration and engagement. Whether you're interested in shopping, history, or simply soaking in the local culture, Mattapan has something for everyone.

Best time to go to Milton

If you're planning a trip to Milton, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January28.9°F (-1.7°C)Light RainMostly SunnySlightly LowSlightly Low
February30.2°F (-1.0°C)Light RainMostly SunnyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly SunnyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly SunnyAverageAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June66.4°F (19.1°C)Light RainMostly SunnySlightly HighAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
August72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
September65.7°F (18.7°C)Light RainMostly SunnySlightly HighAverage
October55.4°F (13.0°C)Light RainMostly SunnyAverageSlightly High
November43.9°F (6.6°C)Light RainMostly SunnySlightly LowAverage
December35.4°F (1.9°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices often vary. Additionally, booking a longer stay typically allows for significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient space to plan new trips, pick up right where you left off, and manage your travel arrangements. You can easily access properties you've saved or booked, now organized into Potential, Upcoming, or Current Trips. To start using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Delight in the natural landscape of Milton

The wildlife and other outdoor surroundings create an inviting atmosphere in Milton. Well known for its hiking, shopping and restaurants, this scenic city won't disappoint. Fenway Park and New England Aquarium are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Milton

Do you want to find attractions to see in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Milton a fun place to get away. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • New England Aquarium (7.6 mi / 12.3 km)
  • Encore Boston Harbor (10.1 mi / 16.2 km)
  • Granite Links Golf Club (1 mi / 1.7 km)
  • F1 Boston (2.5 mi / 4 km)
  • Blue Hills Ski Area (3.5 mi / 5.6 km)
  • Franklin Park Zoo (4 mi / 6.5 km)

Exploring the natural features in Milton

Whether you're an outdoor enthusiast or just want to take in the scenery, Milton is a great place to spend some time outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Boston Common (7.3 mi / 11.7 km)
  • Copley Square (7 mi / 11.2 km)
  • Adams National Historic Park (2.8 mi / 4.5 km)
  • Wollaston Beach (3.4 mi / 5.5 km)
  • Arnold Arboretum (4.5 mi / 7.2 km)
  • Carson Beach (5.3 mi / 8.5 km)

How to get to and around Milton

The nearest airport is in Norwood, MA (OWD-Norwood Memorial), located 7.2 mi (11.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), which is 8 mi (12.8 km) away.

You can see more of Milton by jumping on the metro at Milton Station, Central Ave. Station or Valley Rd. Station.

Frequently asked questions

How much does it cost to rent a vacation home in Milton?
Prices for vacation rentals in Milton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Milton to more spacious homes.
Are there any discounts for Milton vacation house rentals?
You can find great discounts on house rentals in Milton on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Milton?
In Milton, vacation houses are a popular choice, with several available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as gardens or patios, making them ideal for families or groups seeking a comfortable retreat. Additionally, there are several apartments that offer a more compact living experience, often situated in quiet neighbourhoods that provide easy access to local parks and amenities.
Are there any family house rentals in Milton?
In Milton, Massachusetts, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The neighbourhoods here offer a mix of spacious homes that provide ample room for families to relax and enjoy their stay. Many properties come equipped with features such as full kitchens, allowing for the convenience of preparing meals together, as well as comfortable living areas superb for family gatherings.
Can I find long-stay vacation rentals in Milton?
A long-stay vacation rental in Milton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Milton?
In Milton, Massachusetts, there are several pet-friendly house rentals available for travellers. The area offers a mix of charming homes that typically feature spacious living areas, fully equipped kitchens, and outdoor spaces such as gardens or patios, great for enjoying the fresh air with your pets.

Milton is close to various parks that are ideal for pet owners, including the expansive Blue Hills Reservation, which boasts numerous hiking trails and scenic views. The nearby Milton Town Forest is another excellent spot for outdoor activities, providing walking paths and open spaces for your furry friends to explore.
Are there any remote work vacation rentals in Milton?
In Milton, Massachusetts, there are several remote work vacation rentals available, with around 11 options to choose from. This charming suburban area offers a conducive environment for remote work, featuring properties equipped with essential amenities such as Wi-Fi, dedicated office spaces, desks, and comfortable desk chairs, ensuring a productive work setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Milton vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Milton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Milton?
In Milton, popular vacation rental amenities typically include fully equipped kitchens, allowing guests to prepare their own meals with ease. Most rentals offer complimentary Wi-Fi, ensuring connectivity throughout the stay. Additionally, amenities like cookware, dishware, and utensils are commonly provided, along with modern conveniences such as dishwashers and microwaves.
When is the best time to visit Milton for a vacation rental?
The most popular time to visit Milton for a vacation rental is during the summer months of July to September. This season attracts families and outdoor enthusiasts alike, eager to enjoy the warm weather and partake in various activities. With temperatures averaging in the mid to high 20s Celsius, it's an ideal setting for exploring the local parks, attending outdoor events, and enjoying the charm of this historic town.

July stands out as the peak month, where the vibrant atmosphere is palpable. Visitors can indulge in leisurely strolls through the picturesque parks or take part in community events that often feature live music and local cuisine. The proximity to Boston also allows for easy day trips, enhancing the overall experience with cultural and historical excursions.

For those who prefer a more tranquil experience, late autumn, particularly in December, offers a wonderful opportunity to enjoy Milton's beauty without the crowds. The town is adorned with festive decorations, and visitors can appreciate the peaceful ambiance while exploring local shops and enjoying seasonal festivities.
How early should I book a Milton vacation rental?
Book your Milton vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Milton?
In Milton, visitors can enjoy several attractions that showcase the area's natural beauty and history. The Blue Hills Reservation is a prominent feature, offering a range of outdoor activities such as hiking, biking, and scenic views from the summit of Great Blue Hill. This area is ideal for those seeking vacation rentals close to nature.

The historic Milton Academy, known for its beautiful campus, is another point of interest, providing a glimpse into the town's educational heritage. Additionally, the quaint downtown area features charming shops and eateries that create a pleasant atmosphere for visitors.
Can I change or cancel my Milton home rental booking on Vrbo?
To find Milton vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Milton vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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